10. (10 points) Shown below is the structure of a different HIV protease inhibit

Question

10. (10 points) Shown below is the structure of a different HIV protease inhibitor (top). Below it is a variant of the structure that binds much more weakly to HIV protease (i.e., binding of the weak binding variant to the protein is less favorable). HN NH Strong Binding Variant HO OH HN NH Weak Binding Variant HO OH In terms of changes in entropy and/or enthalpy that take place upon binding of the drug to HIV protease, explain why the weak binding variant binds less favorably to HIV protease than the strong binding variant. [Answer in the space provided and limit your answer to two to three sentences.]

Explanation / Answer

Solution:

In strong binding variant, two OH group is attached in a seven membered ring and they have a specific stereochemistry. That implies the strong binding variant has a rigid structure which is exactly fitted with HIV protease inhibitor. Hence enthalpy of binding is less in this case.

Whereas weak binding variant has an open structers for two OH group. So to bind with HIV protease inhibitor it nedd some conformational changes. Hence it requires more energy to bind, i.e., more enthalpy.

Hence strong site is more favourable than weak side.

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